HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 11674785, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Benzoyl-2-isopropylhydrazine | HCID 18869 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 3754391 | HCID 3754391 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11674785 | HCID 11674785 | 26.8% |
Reaction Steps
A solution of (2-propyl-phenoxy)-acetic acid (180 mg, 0.93 mmol), and benzoic acid N′-isopropyl-hydrazide (150 mg, 0.842 mmol) in DMF (5 ml), was treated with triethylamine (0.352 ml, 2.52 mmol), HOBT (136 mg, 1.00 mmol), and EDCI (194 mg, 1.00 mmol) for 12 hours at room temperature. The reaction mixture was partitioned between 1N HCl and DCM. The organic layer was successively washed with 1N NaOH and brine, then dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with 10% ethyl acetate/hexanes to afford the product as a white solid (80 mg, 25%). MS m/e 355.35 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317125B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-76e1794ff06443dea847e2e6db4502c1 |
| Source note | uspto-grants-2008_01 |